Synthesis and Fungicidal Activity of 2-(2,2-Dimethyl-2,3-dihydro-benzofuran-5-yl)-2-(1,2,4-triazole-1-methyl)-1,3-dioxolane

doi:10.6023/cjoc201406021

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (11): 2272-2278.DOI: 10.6023/cjoc201406021 Previous Articles Next Articles

2-(2,2-二甲基-2,3-二氢苯并呋喃-5-基)-2-(1,2,4-三唑-1-甲基)-1,3-二氧戊环的合成与杀菌活性

李婉^a, 唐建刚^a, 胡艾希^a, 叶姣^a, 杨子辉^a, 欧晓明^b

a 湖南大学化学化工学院长沙 410082;
b 湖南化工研究院长沙 410007

收稿日期:2014-06-15 修回日期:2014-07-07 发布日期:2014-07-15
通讯作者: 胡艾希,axhu@hnu.edu.cn E-mail:axhu@hnu.edu.cn
基金资助:
国家科技部科技支撑计划(No.2011BAE06B01)资助项目.

Synthesis and Fungicidal Activity of 2-(2,2-Dimethyl-2,3-dihydro-benzofuran-5-yl)-2-(1,2,4-triazole-1-methyl)-1,3-dioxolane

Li Wan^a, Tang Jiangang^a, Hu Aixi^a, Ye Jiao^a, Yang Zihui^a, Ou Xiaoming^b

a Colleage of Chemistry and Chemical Engineering, Hunan University, Changsha 410082;
b Hunan Research Institute of Chemical Industry, Changsha 410007

Received:2014-06-15 Revised:2014-07-07 Published:2014-07-15
Supported by:
Project supported by the State Commission of Science Technology of China (No.2011BAE06B01).

Benzofuran and 1,2,4-triazole have been rewarded with much priority for their broad spectrum of biological activities, especially in the agricultural field. In this specific domain, they have always been used as fungicides, pesticide and plant growth regulators etc. Consequently, a series of new compounds containing 1,2,4-triazole, 1,3-dioxolane and benzofuran moieties were designed and synthesized. 1-(2,2-Dimethyl-2,3-dihydrobenzofuran-5-yl)ethanone (4a) were prepared from 1-(4-hydroxyphenyl)ethanone in three steps. Subsequently, 2-(2,2-dimethyl-2,3-dihydrobenzofuran-5-yl)-2-(1,2,4-triazol-1-methyl)-1,3-dioxolane (1a~1l) were synthesized from compounds 4a~4c. All compounds were verified by NMR and elemental analysis. Additionally, their fungicidal activities were evaluated against 7 kinds of crop fungus. The compounds 1a, 1b, 1e, 1f, 1g and 1l had relatively good inhibitory activity against Sclerotonia sclerotiorum, and the inhibitory rate were above 70% at 25 mg/L. Meanwhile, compounds 1a and 1b possessed potent inhibitory activity (80%) against Blumeria graminis at 500 mg/L.

Key words: 1,3-dioxolane, 2,2-dimethyl-2,3-dihydrobenzofuran, 1,2,4-triazole, fungicidal activity

Cite this article

Li Wan, Tang Jiangang, Hu Aixi, Ye Jiao, Yang Zihui, Ou Xiaoming. Synthesis and Fungicidal Activity of 2-(2,2-Dimethyl-2,3-dihydro-benzofuran-5-yl)-2-(1,2,4-triazole-1-methyl)-1,3-dioxolane[J]. Chin. J. Org. Chem., 2014, 34(11): 2272-2278.

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2-(2,2-二甲基-2,3-二氢苯并呋喃-5-基)-2-(1,2,4-三唑-1-甲基)-1,3-二氧戊环的合成与杀菌活性

Synthesis and Fungicidal Activity of 2-(2,2-Dimethyl-2,3-dihydro-benzofuran-5-yl)-2-(1,2,4-triazole-1-methyl)-1,3-dioxolane

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